Synthesis of 5-Aryl-3-hydroxy-4H-pyran-4-ones

Autor:	Yoshinori Endo, Hisashi Takao, Tokunaru Horie
Rok vydání:	1993
Předmět:	Pharmacology Aryl Organic Chemistry Hydrochloric acid Medicinal chemistry Coupling reaction Analytical Chemistry chemistry.chemical_compound Acetic acid Hydrolysis chemistry Pyran Yield (chemistry) Phenylboronic acid
Zdroj:	HETEROCYCLES. 36:1803
ISSN:	0385-5414
DOI:	10.3987/com-93-6364
Popis:	The palladium-catalyzed coupling reaction of 3-benzyloxy-5-bromo-2-methyl-4H-pyran-4-one (2b) with phenylboronic acid afforded efficiently 3-benzyloxy-2-methyl-5-phenyl-4H-pyran-4-one (3b-1), and the benzyloxy group of the resultant product was cleaved by hydrolysis with conc. hydrochloric acid in acetic acid to give 5-phenyl-3-hydroxy-2-methyl-4H-pyran-4-one (4b-1) in high yield. This method was applicable as a general method for synthesizing 5-aryl-3-hydroxy-4H-pyran-4-ones (4) from the 5-bromo-4H-pyran-4-ones (1)
Databáze:	OpenAIRE
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